How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$212 CHEAP FLIGHTS from Hawaii to Chicago

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Cheap Flights from Hawaii to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Hawaii to Chicago

Wed, Oct 14 - Sat, Oct 17

9:51 pm - 1:29 pmLIH Lihue-ORD Chicago O'Hare Intl

10h 38m1 stop Seattle/Tacoma Intl

12:50 pm - 7:14 pmORD Chicago O'Hare Intl-LIH Lihue

11h 24m1 stop Seattle/Tacoma Intl

$414Delta

Wed, Oct 14 - Sat, Oct 17

9:51 pm - 1:29 pmLIH Lihue-ORD Chicago O'Hare Intl

10h 38m1 stop Seattle/Tacoma Intl

7:35 am - 7:14 pmORD Chicago O'Hare Intl-LIH Lihue

16h 39m2 stops Salt Lake City Seattle/Tacoma Intl

$420Delta

Tue, Sep 22 - Wed, Sep 30

9:10 pm - 2:20 pmLIH Lihue-ORD Chicago O'Hare Intl

12h 10m1 stop Phoenix Sky Harbor Intl

6:59 am - 3:02 pmORD Chicago O'Hare Intl-LIH Lihue

13h 03m1 stop Phoenix Sky Harbor Intl

$424American Airlines

Thu, Sep 24 - Wed, Sep 30

9:10 pm - 4:05 pmLIH Lihue-ORD Chicago O'Hare Intl

13h 55m1 stop Phoenix Sky Harbor Intl

6:59 am - 3:02 pmORD Chicago O'Hare Intl-LIH Lihue

13h 03m1 stop Phoenix Sky Harbor Intl

$424American Airlines

Tue, Aug 25 - Sun, Aug 30

1:15 pm - 5:01 amLIH Lihue-ORD Chicago O'Hare Intl

10h 46m1 stop San Francisco

7:00 am - 3:40 pmORD Chicago O'Hare Intl-LIH Lihue

13h 40m1 stop Denver Intl

$444United Airlines

Tue, Oct 13 - Tue, Oct 20

7:35 pm - 11:28 amLIH Lihue-ORD Chicago O'Hare Intl

10h 53m1 stop Denver Intl

7:00 am - 3:40 pmORD Chicago O'Hare Intl-LIH Lihue

13h 40m1 stop Denver Intl

$444United Airlines

Thu, Aug 27 - Mon, Aug 31

9:41 pm - 1:26 pmHNL Honolulu-ORD Chicago O'Hare Intl

10h 45m1 stop Portland

6:05 am - 3:55 pmORD Chicago O'Hare Intl-HNL Honolulu

14h 50m1 stop San Diego

$530Multiple Airlines

Wed, Sep 16 - Mon, Sep 21

10:40 pm - 11:59 pmOGG Kahului-ORD Chicago O'Hare Intl

20h 19m1 stop San Diego

8:17 pm - 9:37 pmORD Chicago O'Hare Intl-OGG Kahului

30h 20m1 stop San Diego

$544Alaska Airlines

Thu, Sep 10 - Mon, Sep 14

10:40 pm - 7:21 pmOGG Kahului-ORD Chicago O'Hare Intl

15h 41m1 stop San Diego

8:17 pm - 9:37 pmORD Chicago O'Hare Intl-OGG Kahului

30h 20m1 stop San Diego

$544Alaska Airlines

Thu, Oct 22 - Mon, Oct 26

9:51 pm - 11:59 pmHNL Honolulu-ORD Chicago O'Hare Intl

21h 08m1 stop San Diego

7:49 pm - 8:12 pmORD Chicago O'Hare Intl-HNL Honolulu

29h 23m1 stop San Diego

$544Multiple Airlines

Recent last minute flight deals from Hawaii to Chicago

Thu, Aug 13 - Sat, Aug 15

11:55 am - 5:45 amHNL Honolulu-MDW Chicago Midway

12h 50m1 stop Ontario

2:50 pm - 9:15 pmMDW Chicago Midway-HNL Honolulu

11h 25m1 stop Los Angeles Los Angeles

$780Southwest

Thu, Aug 13 - Sat, Aug 15

8:10 am - 4:30 amHNL Honolulu-MDW Chicago Midway

15h 20m1 stop San Diego

10:20 am - 9:15 pmMDW Chicago Midway-HNL Honolulu

15h 55m2 stops Las Vegas Harry Reid Intl Los Angeles Los Angeles

$786Southwest

Sat, Aug 15 - Mon, Aug 24

12:39 pm - 1:21 pmHNL Honolulu-ORD Chicago O'Hare Intl

19h 42m1 stop San Diego

8:17 pm - 12:19 pmORD Chicago O'Hare Intl-HNL Honolulu

21h 02m1 stop San Diego

$823Multiple Airlines

Thu, Aug 13 - Sat, Aug 15

8:55 pm - 2:35 pmHNL Honolulu-MDW Chicago Midway

12h 40m2 stops Phoenix Sky Harbor Intl Omaha Eppley Airfield

10:20 am - 9:15 pmMDW Chicago Midway-HNL Honolulu

15h 55m2 stops Las Vegas Harry Reid Intl Los Angeles Los Angeles

$824Southwest

Fri, Aug 14 - Sun, Aug 16

9:45 pm - 4:05 pmKOA Kona Intl-ORD Chicago O'Hare Intl

13h 20m1 stop Phoenix Sky Harbor Intl

5:00 am - 1:58 pmORD Chicago O'Hare Intl-KOA Kona Intl

13h 58m1 stop Phoenix Sky Harbor Intl

$826American Airlines

Fri, Aug 14 - Sun, Aug 16

8:42 pm - 8:30 pmKOA Kona Intl-ORD Chicago O'Hare Intl

18h 48m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

7:00 am - 5:35 pmORD Chicago O'Hare Intl-KOA Kona Intl

15h 35m1 stop Seattle/Tacoma Intl

$832Delta

Fri, Aug 14 - Sun, Aug 16

8:42 pm - 8:30 pmKOA Kona Intl-ORD Chicago O'Hare Intl

18h 48m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

6:00 am - 5:35 pmORD Chicago O'Hare Intl-KOA Kona Intl

16h 35m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$837Delta

Sat, Aug 15 - Sat, Aug 22

12:39 pm - 1:21 pmHNL Honolulu-ORD Chicago O'Hare Intl

19h 42m1 stop San Diego

9:00 am - 4:48 pmORD Chicago O'Hare Intl-HNL Honolulu

12h 48m1 stop Seattle/Tacoma Intl

$883Multiple Airlines

Sat, Aug 15 - Sun, Sep 6

7:00 am - 10:30 pmHNL Honolulu-ORD Chicago O'Hare Intl

10h 30m1 stop San Francisco

9:30 am - 1:28 pmORD Chicago O'Hare Intl-HNL Honolulu

8h 58mnonstop

$1,090United Airlines

Sat, Aug 15 - Mon, Aug 24

7:00 am - 11:05 pmHNL Honolulu-ORD Chicago O'Hare Intl

11h 05m1 stop Los Angeles Los Angeles

9:30 am - 1:28 pmORD Chicago O'Hare Intl-HNL Honolulu

8h 58mnonstop

$1,226United Airlines

Useful Info

Low season	January
High season	December
Cheapest flight	$212

Best time to beat the crowds with an average 15% drop in price.

Most popular time to fly and prices are also 16% lower on average.

Flight from Lihue to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Hawaii to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hawaii to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Hawaii

First Class flights to Chicagofrom $6,906

Business Class flights to Chicagofrom $3,490

Premium Economy Class flights to Chicagofrom $2,211

Economy Class flights to Chicagofrom $477

$212 Find Cheap Flights from Hawaii to Chicago - Compare and Save

Cheap Flights from Hawaii to Chicago

Recent round-trip flight deals from Hawaii to Chicago

Recent one-way flight deals from Hawaii to Chicago

Recent last minute flight deals from Hawaii to Chicago

Recent direct flight deals from Hawaii to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Hawaii to Chicago

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Hawaii

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight